CA1047517A - Aluminum chlorhydroxy glycinate complexes - Google Patents
Aluminum chlorhydroxy glycinate complexesInfo
- Publication number
- CA1047517A CA1047517A CA301,855A CA301855A CA1047517A CA 1047517 A CA1047517 A CA 1047517A CA 301855 A CA301855 A CA 301855A CA 1047517 A CA1047517 A CA 1047517A
- Authority
- CA
- Canada
- Prior art keywords
- aluminum
- complexes
- glycine
- propylene glycol
- complex
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
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- Cosmetics (AREA)
Abstract
ABSTRACT OF THE DISCLOSURE
Aluminum chlorhydroxy propylene glycol glycinate complexes are disclosed, together with the medicinal and cosmetic uses of such complexes in antiperspirant - deodorant products and the like. The complexes are stable, both in dry form and in solutions, and are not sensitive to heat.
Aluminum chlorhydroxy propylene glycol glycinate complexes are disclosed, together with the medicinal and cosmetic uses of such complexes in antiperspirant - deodorant products and the like. The complexes are stable, both in dry form and in solutions, and are not sensitive to heat.
Description
" iO~'75~7 Aluminum compounds, particularly those formed through the reaction of aluminum chlorhydroxides and hydroxylic compounds such as a polyhydroxy alkyl compound, e.g. propylene glycol, are known to be useful in antiperspirant compositions. U.S. Letters Patent No. 3,359,169 describes such compounds.
An alcohol soluble aluminum allantoin propylene glycol complex, likewise use-ful in antiperspirant compositions, is described in U.S. Letters Patent No.
3,632,596.
Glycine (aminoacetic acid) is an amino acid which may be formed by ammonolysis of chloroacetic acid (see Kirk-Othmer, Encyclopedia of Chemical 10 Technology, 2nd Edition, Vol. 2, p. 350, Interscience, 1963). Glycine is a simple amino acid and has found use, for example, when reacted with an aluminum derivative of isopropyl alcohol as a gastric antacid (Kirk-Othmer, Encylopedia of Chemical Technology, 2nd Edition, Vol. 2, p. 430, Interscience, 1963).
It is an object of this invention to provide novel complexes con-taining aluminum chlorhydroxide or alumi~um chlorhydroxy propylene glycol and glycine which are stable, both in dry form and in solutions and are not sensi-tive to heat and which may be utili~ed in a variety of cosmetic formulations for their beneficial effects.
The present invention relates to novel complexes of aluminum chlorhydroxide propylene glycol and glycine and, more particularly, to an aluminum chlorhydroxy propylene glycol glycinate complex.
The novel complexes of this invention may be depicted as having the formula:
[~12( )4 ~ r3 8 ~ x ~ [H2NCH2cOo~ (aluminum chlorhydroxy propylene glycol glycinate) wherein x and y are each about 1 and refer to the number of mols of each component. In the foregoing formulas, A12(OH)4Cl represents aluminum chlorhydroxide, H2NCH2COOH represents glycine and C3H802 represents propylene glycol.
It is not necessary to utilize special reaction conditions to form the desired complexes. The complexes may be formed by a procedure in which the alumlnum chlorhydroxy propylene glycol are combined with glycine and formed into a uniformly mixed damp mass with the addition of small quantities of water.
The damp mass is then dried at 160 F. to 180 F. until the product ls dry and ~o475~7 has a relatively constant weight. In another procedure, boiling water is added to a mixture of al~tminum chlorhydroxy propylene glycol and glycine. The amount of water used in the reaction is notcritical so long as an amount is ùtilized sufficient to wet the intimate mixture of reactants and form a slurry or solution of the reactants. After the reaction is complete water is pre-ferably removed from the product to a level below about 1%, by weight, based on the weight of the complex. This may be accomplished by heating the complex to a temperature of from about 150F. to about 160F. until the product is dry and has a relatively constant weight. Any drying means, including spray drying, may be employed, and vacuum may be employed to assist drying.
It has also been found that the desired complexes may be prepared in a solid state reaction in ~hich aluminum chlorhydroxy propylene glycol are combined with glycine and thoroughly blended to form a uniform mix~ure.
The mixture is then passed through a micronizer where the material is pul-verized to an extremely fine size (generally less than 10 microns) and in-timately admixed with the formation of the desired complex occurring in a solid ~tate reaction.
The relative proportions of aluminum chlorhydroxy propylene glycol and glycine utilized in forming the desired complexes may vary somewhat. Re-gardless of the proportions, however, the products are complex chemical com-pounds in which the components are chemically bound.
In the complexes of this invention, the aluminum chlrohydroxy propy-lene glycol are preferably combined with glycine in a mol ratio of about 1 to - 1. Therefore, in the preferred embodiments of this invention, aluminum chlor-hydroxy propylene glycol and glycine are combined in a mol ratio of about 1 to 1 to form the aluminum chlorhydroxy propylene glycol glycinate complex.
It has been found that the complexes produced as the result of the present invention are remarkably stable whether in solution (aqueous or alcohol) or heated. The complexes have the combined attributes of the aluminum con-taining compound and glycine, e.g. the astringent, bacteriostatic propertiesof the aluminum chlrohydroxide component and the buffering, moisturizing and conditioning properties of glycine. The complexes are thus useful in a my-riad of topical preparations such as deodorants, antiperspirants and the like.
0475:17 The complexes have been found to be especially useful in antipers-pirant-deodorane products especially antiperspirant-deodorant products formu-lated with aluminum salts such as aluminum sulfate, aluminum chloride and aluminum chlorhydroxide. Such products cause staining, destruction or charring of wearing apparel which becomes impregnated with the aluminum salts through contact with those areas of the body where the antiperspirant-deodorant productshave been applied. High temperatures encountered in laundering, ironing or pressing the apparel causes the impregnated aluminum salts to decompose forming their corresponding aluminum acids which cause the undersired staining or possible charring and destruction of the clothing.
Surprisingly, it has been found that formulating antiperspirant-deodorant products with the complexes of this invention eliminates the unde-sired staining and destruction of clothing. It is thought that the heat encountered in laundering causes ammonia to be released from the glycine component of the complex. The ammonia neutralizes the acid produced through decomposition of the aluminum salt portion of the complex, thereby eliminating the destructive effects of the acid.
It has further been found that the glycine phase of the complex acts as a buffer for any free acid liberated through body heat or perspiration.
The complex thus contributes "built-in" anti-staining and buffering action to antiperspirant-deodorant products. The built-in buffering action imparts anti-irritant and hypoallergenic properties to antiperspirant-deodorant products, especially those products containing the aluminum chlorhydroxy glycine complex, thereby increasing the spectrum of persons who can utilize such products with-out adverse effects.
The invention will now be described further by way of the following example, which is purely illustrative of the invention and is in no way intendedto be limiting thereon.
EXAMPLE
230 g. of aluminum chlorhydroxy propylene glycol are thoroughly mixed wlth 75 g. of glycine, 10 cc. of distilled water is then added and the mixture is triturated until a uniformly mixed damp mass is formed. The re-sulting mass is then dried for 1/2 to l hour at 160 F. to 180 F. to a granular 1O4 7 5i7 powder. The product is an aluminum chlorhydroxy propylene glycol glycinate complex having the formula:
[LA12(0H)4C1~ IC3H821] X LH2NCH2COOH~
where x and y are each about 1 based on glycine and A1203 content. A 20%
solution of the complex has a pH of about 4.5 to about 6.5. The complex is soluble in alcohol and water. The complex may be formulated in pharmaceut-ically acceptable carriers at levels of from about 10 to about 25%, by weight, based on the weight of the products to form an antiperspirant composition. A
like complex is formed by suspending 230 g. of aluminum chlorhydroxy propylene glycol and 75 g. of glycine in 200 cc. of boiling, distilled water, followed by evaporating the reaction mixture to dryness reduced pressure at 150 to 160F. Similarly, a l$ke complex is formed by thoroughly blending 230 g.
of aluminum chlorhydroxy propylene glycol and 75 g. of glycine and micronizing the mixture to a pa-ticle size less than 10 microns.
An alcohol soluble aluminum allantoin propylene glycol complex, likewise use-ful in antiperspirant compositions, is described in U.S. Letters Patent No.
3,632,596.
Glycine (aminoacetic acid) is an amino acid which may be formed by ammonolysis of chloroacetic acid (see Kirk-Othmer, Encyclopedia of Chemical 10 Technology, 2nd Edition, Vol. 2, p. 350, Interscience, 1963). Glycine is a simple amino acid and has found use, for example, when reacted with an aluminum derivative of isopropyl alcohol as a gastric antacid (Kirk-Othmer, Encylopedia of Chemical Technology, 2nd Edition, Vol. 2, p. 430, Interscience, 1963).
It is an object of this invention to provide novel complexes con-taining aluminum chlorhydroxide or alumi~um chlorhydroxy propylene glycol and glycine which are stable, both in dry form and in solutions and are not sensi-tive to heat and which may be utili~ed in a variety of cosmetic formulations for their beneficial effects.
The present invention relates to novel complexes of aluminum chlorhydroxide propylene glycol and glycine and, more particularly, to an aluminum chlorhydroxy propylene glycol glycinate complex.
The novel complexes of this invention may be depicted as having the formula:
[~12( )4 ~ r3 8 ~ x ~ [H2NCH2cOo~ (aluminum chlorhydroxy propylene glycol glycinate) wherein x and y are each about 1 and refer to the number of mols of each component. In the foregoing formulas, A12(OH)4Cl represents aluminum chlorhydroxide, H2NCH2COOH represents glycine and C3H802 represents propylene glycol.
It is not necessary to utilize special reaction conditions to form the desired complexes. The complexes may be formed by a procedure in which the alumlnum chlorhydroxy propylene glycol are combined with glycine and formed into a uniformly mixed damp mass with the addition of small quantities of water.
The damp mass is then dried at 160 F. to 180 F. until the product ls dry and ~o475~7 has a relatively constant weight. In another procedure, boiling water is added to a mixture of al~tminum chlorhydroxy propylene glycol and glycine. The amount of water used in the reaction is notcritical so long as an amount is ùtilized sufficient to wet the intimate mixture of reactants and form a slurry or solution of the reactants. After the reaction is complete water is pre-ferably removed from the product to a level below about 1%, by weight, based on the weight of the complex. This may be accomplished by heating the complex to a temperature of from about 150F. to about 160F. until the product is dry and has a relatively constant weight. Any drying means, including spray drying, may be employed, and vacuum may be employed to assist drying.
It has also been found that the desired complexes may be prepared in a solid state reaction in ~hich aluminum chlorhydroxy propylene glycol are combined with glycine and thoroughly blended to form a uniform mix~ure.
The mixture is then passed through a micronizer where the material is pul-verized to an extremely fine size (generally less than 10 microns) and in-timately admixed with the formation of the desired complex occurring in a solid ~tate reaction.
The relative proportions of aluminum chlorhydroxy propylene glycol and glycine utilized in forming the desired complexes may vary somewhat. Re-gardless of the proportions, however, the products are complex chemical com-pounds in which the components are chemically bound.
In the complexes of this invention, the aluminum chlrohydroxy propy-lene glycol are preferably combined with glycine in a mol ratio of about 1 to - 1. Therefore, in the preferred embodiments of this invention, aluminum chlor-hydroxy propylene glycol and glycine are combined in a mol ratio of about 1 to 1 to form the aluminum chlorhydroxy propylene glycol glycinate complex.
It has been found that the complexes produced as the result of the present invention are remarkably stable whether in solution (aqueous or alcohol) or heated. The complexes have the combined attributes of the aluminum con-taining compound and glycine, e.g. the astringent, bacteriostatic propertiesof the aluminum chlrohydroxide component and the buffering, moisturizing and conditioning properties of glycine. The complexes are thus useful in a my-riad of topical preparations such as deodorants, antiperspirants and the like.
0475:17 The complexes have been found to be especially useful in antipers-pirant-deodorane products especially antiperspirant-deodorant products formu-lated with aluminum salts such as aluminum sulfate, aluminum chloride and aluminum chlorhydroxide. Such products cause staining, destruction or charring of wearing apparel which becomes impregnated with the aluminum salts through contact with those areas of the body where the antiperspirant-deodorant productshave been applied. High temperatures encountered in laundering, ironing or pressing the apparel causes the impregnated aluminum salts to decompose forming their corresponding aluminum acids which cause the undersired staining or possible charring and destruction of the clothing.
Surprisingly, it has been found that formulating antiperspirant-deodorant products with the complexes of this invention eliminates the unde-sired staining and destruction of clothing. It is thought that the heat encountered in laundering causes ammonia to be released from the glycine component of the complex. The ammonia neutralizes the acid produced through decomposition of the aluminum salt portion of the complex, thereby eliminating the destructive effects of the acid.
It has further been found that the glycine phase of the complex acts as a buffer for any free acid liberated through body heat or perspiration.
The complex thus contributes "built-in" anti-staining and buffering action to antiperspirant-deodorant products. The built-in buffering action imparts anti-irritant and hypoallergenic properties to antiperspirant-deodorant products, especially those products containing the aluminum chlorhydroxy glycine complex, thereby increasing the spectrum of persons who can utilize such products with-out adverse effects.
The invention will now be described further by way of the following example, which is purely illustrative of the invention and is in no way intendedto be limiting thereon.
EXAMPLE
230 g. of aluminum chlorhydroxy propylene glycol are thoroughly mixed wlth 75 g. of glycine, 10 cc. of distilled water is then added and the mixture is triturated until a uniformly mixed damp mass is formed. The re-sulting mass is then dried for 1/2 to l hour at 160 F. to 180 F. to a granular 1O4 7 5i7 powder. The product is an aluminum chlorhydroxy propylene glycol glycinate complex having the formula:
[LA12(0H)4C1~ IC3H821] X LH2NCH2COOH~
where x and y are each about 1 based on glycine and A1203 content. A 20%
solution of the complex has a pH of about 4.5 to about 6.5. The complex is soluble in alcohol and water. The complex may be formulated in pharmaceut-ically acceptable carriers at levels of from about 10 to about 25%, by weight, based on the weight of the products to form an antiperspirant composition. A
like complex is formed by suspending 230 g. of aluminum chlorhydroxy propylene glycol and 75 g. of glycine in 200 cc. of boiling, distilled water, followed by evaporating the reaction mixture to dryness reduced pressure at 150 to 160F. Similarly, a l$ke complex is formed by thoroughly blending 230 g.
of aluminum chlorhydroxy propylene glycol and 75 g. of glycine and micronizing the mixture to a pa-ticle size less than 10 microns.
Claims
1. An aluminum chlorhydroxy propylene glycol glycinate complex of the formula [Al1(OH)4Cl] [C3H8O2] x . [H2NCH2COOH]y, wherein x and y are each about 1.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US05/552,316 US3970748A (en) | 1975-02-24 | 1975-02-24 | Aluminum chlorhydroxy glycinate complexes |
CA238,597A CA1037052A (en) | 1975-02-24 | 1975-10-29 | Aluminum chlorhydroxy glycinate complexes |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1047517A true CA1047517A (en) | 1979-01-30 |
Family
ID=25668125
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA301,855A Expired CA1047517A (en) | 1975-02-24 | 1978-04-25 | Aluminum chlorhydroxy glycinate complexes |
Country Status (1)
Country | Link |
---|---|
CA (1) | CA1047517A (en) |
-
1978
- 1978-04-25 CA CA301,855A patent/CA1047517A/en not_active Expired
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